Books

The Innovator's Dilemma Clayton Christensen Changed how I think about sustaining vs disruptive bets — and why incumbents are rational right up until they're not.
Working in Public Nadia Eghbal The clearest thinking I've found on community, contribution, and the economics of open systems.
Thinking in Bets Annie Duke Useful antidote to outcome bias — separating the quality of a decision from the quality of its result.

Essays

Do Things That Don't Scale Paul Graham The most useful permission slip for early-stage product thinking I've come across.
Taste for Makers Paul Graham On why taste is a skill, not an instinct, and how it compounds slowly over time.
The Anatomy of a Strategy Deck Shreyas Doshi Changed how I structure any document meant to move a room.

Films & Other

Moneyball 2011 · Bennett Miller About finding signal where incumbents won't look. Comes back to me every time I'm arguing for a counterintuitive call.
How I Built This Podcast · Guy Raz Less about tactics, more about why founders make the choices they do under pressure.